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    Cannizzaro Reaction: Lab. of Organic Chemistry Second Stage

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    san shibu
    The Cannizzaro reaction allows non-enolizable aldehydes to react with themselves in a strong base like sodium hydroxide, producing a carboxylic acid and an alcohol. Both benzyl alcohol and benzoic acid have useful biological and industrial applications. This experiment aims to synthesize benzyl alcohol and benzoic acid through the Cannizzaro reaction of benzaldehyde with sodium hydroxide.

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    Cannizzaro Reaction: Lab. of Organic Chemistry Second Stage

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    san shibu
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    The Cannizzaro reaction allows non-enolizable aldehydes to react with themselves in a strong base like sodium hydroxide, producing a carboxylic acid and an alcohol. Both benzyl alcohol and benzoic acid have useful biological and industrial applications. This experiment aims to synthesize benzyl alcohol and benzoic acid through the Cannizzaro reaction of benzaldehyde with sodium hydroxide.

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    The Cannizzaro reaction allows non-enolizable aldehydes to react with themselves in a strong base like sodium hydroxide, producing a carboxylic acid and an alcohol. Both benzyl alcohol and benzoic acid have useful biological and industrial applications. This experiment aims to synthesize benzyl alcohol and benzoic acid through the Cannizzaro reaction of benzaldehyde with sodium hydroxide.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    42 views3 pages

    Cannizzaro Reaction: Lab. of Organic Chemistry Second Stage

    Uploaded by

    san shibu
    The Cannizzaro reaction allows non-enolizable aldehydes to react with themselves in a strong base like sodium hydroxide, producing a carboxylic acid and an alcohol. Both benzyl alcohol and benzoic acid have useful biological and industrial applications. This experiment aims to synthesize benzyl alcohol and benzoic acid through the Cannizzaro reaction of benzaldehyde with sodium hydroxide.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 3

    Lab.

    of Organic Chemistry
    Second Stage

    Cannizzaro Reaction
    The Cannizzaro reaction is when a non-enolizable aldehyde
    reacts with itself in a strong base, such as sodium hydroxide
    (NaOH), to form a carboxylic acid and an alcohol. A non-
    enolizable aldehyde is one that has no alpha hydrogens available
    for the aldehyde to form an enol. This reaction is a redox reaction
    in which two molecules of an aldehyde are reacted to produce a
    primary alcohol and a carboxylic acid using a hydroxide base.
    Both alcohols and organic acids are well known for their
    biological actions.
    1- Antibacterial properties.
    2- Preservatives for food.
    3- pharmaceutical local application as antiseptics.
    Benzyl alcohol has some local anesthetic properties, it is useful
    as antipruritic and is the reason for its inclusion in some dental
    remedies and injectibles in pharmaceutical preparations
    intended for local application, benzyl alcohol has been used up to
    10 % in ointments as antipruretic and to prevent secondary
    infections.
    In injectibles, it is included in many painful IM injectibles, both
    as a preservative and as a local anesthetic.
    Benzyl alcohol can be prepared by the hydrolysis of benzyl
    chloride with sodium hydroxide.

    On the other hand, benzoic acid is used as a food preservative


    as a free acid, or in the form of sodium salt, also used externally
    in form of lotions, ointments, mouth washes, etc.
    Benzoic can be prepared by the oxidation of toluene using
    oxidizing agent.
    Lab. of Organic Chemistry
    Second Stage

    However, both benzoic acid and benzyl alcohol can be prepared


    in laboratory by cannizaro reaction by the action of sodium or
    potassium hydroxide on benzaldehyde.

    Aim of experiment
    Synthesis of benzoic acid and benzyl alcohol.
    Examples for some compounds to interact by cannizaro
    reaction:

    Properties of benzyl alcohol


    1- Colorless to very fine yellow (due to oxidation) oily liquid.
    2- Immiscible with water, miscible with organic solvents like
    ether.
    3- Boiling point is 204-207 ºC.
    Properties of benzoic acid
    1- White crystalline plates or needles.
    Lab. of Organic Chemistry
    Second Stage

    2- Sparingly soluble in water, soluble in hot boiled water.


    3- Volatile with steam (so can be purified by Steam
    distillation ).
    4- Reacts with sod. bicarbonate to give CO2 gas.

    5- Melting point is 121-123 ºC.

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